An Efficient One-Pot Enzymatic Synthesis of Cardiac Glycosides with Varied Sugar Chain Lengths

Wei Huang, Chao Wen, Zhen Ru Zhou, Zhi Hao Fu, Adriana Katz, Alexander Plotnikov, Steven J.D. Karlish, Ren Wang Jiang

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

An efficient one-pot enzymatic synthesis of cardiac glycosides with varied sugar chain lengths (average yield >80%) was carried out through sequential glycosylation using a steroid glycosyltransferase UGT74AN3 from Catharanthus roseus and a cyclodextrin glycosyltransferase from Bacillus licheniformis. A series of cardiac glycosides were obtained and showed enhanced affinity and selectivity for inhibition of the α2 isoform of Na+/K+-ATPase. These findings demonstrate the significant potential of the one-pot biocatalytic approach in the synthesis of diverse cardiac glycosides as potentially safer cardiotonic agents. (Figure presented.).

Original languageEnglish
Pages (from-to)3114-3119
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume361
Issue number13
DOIs
StatePublished - 2 Jul 2019
Externally publishedYes

Keywords

  • Cardiac glycosides
  • Enzymatic
  • Glycosyltransferase
  • Na/K-ATPase
  • One-Pot

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